title: Monodictyochromes A and B, dimeric xanthone derivatives from the marine algicolous fungus Monodictys putredinis.
abstract: Investigations of the marine-derived fungus Monodictys putredinis led to the isolation of two novel dimeric chromanones (1, 2) that consist of two uniquely modified xanthone-derived units. The structures were elucidated by extensive spectroscopic measurements including NOE experiments and CD analysis to deduce the configuration. The compounds (1, 2) were examined for their cancer chemopreventive potential and shown to inhibit cytochrome P450 1A activity with IC(50) values of 5.3 and 7.5 μM, respectively. In addition, both compounds displayed moderate activity as inducers of NAD(P)H:quinone reductase (QR) in cultured mouse Hepa 1c1c7 cells, with CD values (concentration required to double the specific activity of QR) of 22.1 and 24.8 μM, respectively. Compound 1 was slightly less potent than compound 2 in inhibiting aromatase activity, with IC(50) values of 24.4 and 16.5 μM.
authors.affiliation: Institute for Pharmaceutical Biology, University of Bonn, Nussallee 6, 53115 Bonn, Germany.
authors.forename: Alexander
authors.initials: A
authors.lastname: Pontius
authors.forename: Anja
authors.initials: A
authors.lastname: Krick
authors.forename: Ronak
authors.initials: R
authors.lastname: Mesry
authors.forename: Stefan
authors.initials: S
authors.lastname: Kehraus
authors.forename: Silke E
authors.initials: SE
authors.lastname: Foegen
authors.forename: Michael
authors.initials: M
authors.lastname: Müller
authors.forename: Karin
authors.initials: K
authors.lastname: Klimo
authors.forename: Clarissa
authors.initials: C
authors.lastname: Gerhäuser
authors.forename: Gabriele M
authors.initials: GM
authors.lastname: König
mesh_terms: D000818:Animals; D016588:Anticarcinogenic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D047072:Aromatase Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001203:Ascomycota / Q000737:chemistry*; D000460:Chlorophyta / Q000382:microbiology; D002867:Chromones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004790:Enzyme Induction / Q000187:drug effects; D020128:Inhibitory Concentration 50; D008386:Marine Biology; D051379:Mice; D015394:Molecular Structure; D016660:NAD(P)H Dehydrogenase (Quinone) / Q000096:biosynthesis / Q000187:drug effects; D013030:Spain; D044004:Xanthones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D016588:Anticarcinogenic Agents; D047072:Aromatase Inhibitors; D002867:Chromones; D044004:Xanthones; C567990:monodictyochrome A; C567991:monodictyochrome B; D016660:NAD(P)H Dehydrogenase (Quinone)